Sodium Hydroxide → HCID 9994443, compound

HRID 1378228Notes

Reaction equation

HRID 1378228 reaction equation
[OH-].[Na+].[Cl:3][C:4]1[CH:5]=[CH:6][C:7]2[N:13]3[CH:14]=[N:15][C:16]([C:17]([O:19]CC)=[O:18])=[C:12]3[CH2:11][N:10]([CH3:22])[C:9](=[O:23])[C:8]=2[CH:24]=1>C(O)C.O>[Cl:3][C:4]1[CH:5]=[CH:6][C:7]2[N:13]3[CH:14]=[N:15][C:16]([C:17]([OH:19])=[O:18])=[C:12]3[CH2:11][N:10]([CH3:22])[C:9](=[O:23])[C:8]=2[CH:24]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 114888Ro 15-3505

Product 1

HCID 9994443HCID 9994443, compoundYield 75%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

5.4 ml of 5N sodium hydroxide solution were added dropwise to a suspension of 6.9 g (21.6 mmol) of ethyl 8-chloro-5-methyl-6-oxo-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate in 5 ml of ethanol and 7 ml of water and the mixture was heated to reflux for 30 minutes. The solution was filtered while hot, concentrated to about 6 ml and acidified with 5.5 ml 5N hydrochloric acid. The product was filtered off under suction. There were obtained 4.7 g (75%) of 8-chloro-5-methyl-6-oxo-5,6-dihydro-4H-imidazo [1,5-a][1,4]benzodiazepine-3-carboxylic acid as colourless crystals of m.p. 263°-267° (dec.).

Workup

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 30 minutes
  3. filtrationThe solution was filtered while hot,
  4. concentrationconcentrated to about 6 ml
  5. filtrationThe product was filtered off under suction

Sources & evidence

ORD record
ord-dfff625acd9840a5aeb570a9019a181d
Source dataset
uspto-grants-1997_09
Patent number
US05665718

Reaction notes

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